Villa holiday rentals in Brooksville

Seaside Charm in The Villages

Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

Leithen Lodge Is Like a Scottish Castle in N Tampa

Leithen Lodge is a gated lakeside Gem awaiting your luxury visit. Private pool & spa heated for add’l charge of $100per day spa only, $35 per day, wood burning fireplace, gourmet kitchen & fantasy master suite. Paradise Lakes is a CLOTHING OPTIONAL resort. North of Tampa but within drive of beaches, outlet malls Busch Gardens trendy Seminole Heights Tarpon Springs and countless outdoor and nature adventures. Be King or Queen of your own Castle as you enjoy your own Game of Thrones Fantasy...

Private Heated, Salt Water Pool+Outdoor kitchen

This newly renovated luxurious villa has 3 beds, 2.5 baths, private office space & sleeps 6 people. The enormous, screened lanai includes an in-ground salt water heated pool to enjoy a relaxing swim. There is an expansive back patio area to entertain family & friends that includes an outdoor kitchen, a gas grill for sunset cookouts, & plenty of dining & lounging areas. The private backyard is completely fenced in and showcases a fun fire pit area. Many say it feels like home. Book this place!

3BR at 1198 Merryweather Way; just 4nt min; pet ok

Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of it all. Upscale furnishings. Walk to Lake Sumter Landing town square w/shops & restaurants. King & queen (new mattresses) & a full bed will sleep 6 comfortably. Fast WIFI; 2 Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard w/patio chairs. Vinyl plank floor. No carpet. I also manage 2br home across street. Rent both & sleep 10; Rest of 2026=4nt min. Pet ok $40 fee.

Elegant 3BR Lake Jovita Golf Villa • St. Leo Acces

Stay in elegance at Lake Jovita Golf & Country Club in this upscale 3BR/2BA villa overlooking the 18th green. Enjoy sweeping golf course views, modern comforts including a golf cart & a flexible guest room w/Twin XLs that convert to a King. Perfect for golfers, couples, families, and St. Leo visitors. This is the only villa rental offering the rare chance to golf Black Diamond Ranch’s private, members-only courses, including the world-famous Quarry Course, for an unforgettable experience.

Cabana pool home. 3400sq ft Of luxury!

Welcome to the sunshine state. Beautiful 3400 + sq ft luxurious cabana pool home. HEAT INCLUDED. Pool area surrounded by the home. The home is designed in a tropical/coastal casual vibe. Spend your days lounging poolside, nights listening to natures symphony. Breathtaking crystal clear Rivers, Springs and Beaches nearby. Totally private yet In the heart of Springhill near many restaurants, shops and activities. Pin locks 5ft up on the top of all exterior doors to keep the little ones safe.

Perfect "get-away" home for a couple or family!

Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. I offer a golf cart for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

Why stay at a hotel when you can stay at a Resort!

Come enjoy this gorgeous Villa, completely renovated into a comfy cozy cottage atmosphere with lots of character. One bedroom with a king bed, it’s own full bath and large screen tv? Short and long terms welcome. Tons of restaurants nearby. A half hour in one direction takes you to Busch Gardens, an hour in the other takes you to Universal Studios, Disney World and Seaworld. The beach is about an hour west or enjoy sitting on the back patio where it is quiet and peaceful!

Steps to Downtown • 7 Mins to Beach + Parking

🌴 Escape to your own cozy slice of paradise, just a block from historic downtown New Port Richey’s shops, cafés, and Sims Park, and only minutes from Green Key Beach. Freshly renovated 1BR retreat features all-new furnishings, a fully equipped modern kitchen, a TV in the bedroom for relaxing nights in, and a bright design with a step outside to a peaceful garden area. Whether you’re here for a romantic getaway, remote work, or Gulf Coast adventures, this home has it all.

3/2 Luxury Villa, Golf cart included! Near Sumter!

Enjoy this luxury private Villa in the heart of The Villages, Florida! This delightful 3-bedroom, 2-bathroom is your ticket to experiencing the vibrant lifestyle of a Villager. This Villa is a 0.7 mile walk or short golf cart ride to Sumter Square with beautiful boardwalk views along Lake Sumter, live music every day, the Old Mill Playhouse movie theater, and a variety of boutiques and restaurants.

Charming 3 Bedroom Villa with heated pool

3BR, 2Bath charming villa on the beautiful Gulf Coast of Florida, located in a calm residential community in Spring Hill, Florida. With just a quick 15 minute drive to the calm and family-friendly Pine Island Beach, as well as only minutes away from Weeki Wachee Springs, and close to many restaurants, this stay offers a relaxing getaway that everyone in the family can enjoy.

Tradewinds 4Br3.5Ba Kayaks & Boat slip

4br 3.5 bath waterfront villa in the Tradewinds Marina and Resort. Very spacious and comfortable home away from home. Boat dock included with deep water river access. Kayaks included for use during your stay. Visit the refreshing Homosassa Springs and see the manatees or Gulf of Mexico for fabulous fishing and scalloping. Boat ramp on the property.